Indium‐Catalyzed C‐F Bond Transformation through Oxymetalation/β‐Fluorine Elimination to Access Fluorinated Isocoumarins
| العنوان: | Indium‐Catalyzed C‐F Bond Transformation through Oxymetalation/β‐Fluorine Elimination to Access Fluorinated Isocoumarins |
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| المؤلفون: | Makoto Yasuda, Yoshihiro Nishimoto, Kouji Chiba, Tetsuji Yata |
| المصدر: | Chemistry – A European Journal. 27:8232-8232 |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Gem-Difluoroalkene, 010405 organic chemistry, Isocoumarins, Organic Chemistry, Halide, chemistry.chemical_element, General Chemistry, 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, Catalysis, 0104 chemical sciences, Isocoumarin, chemistry.chemical_compound, chemistry, Reagent, Fluorine, Alkyl |
| الوصف: | Fluorinated heterocycles have attracted much attention in the pharmaceutical and agrochemical industries. Many strategies have already been developed to achieve the synthesis of fluorinated heterocycles. Formidable challenges remain, however, in the synthesis of fluorinated isocoumarin derivatives that are among the most alluring structural motifs. Herein, the indium-catalyzed C-F bond transformation of 2-(2,2-difluorovinyl) benzoates is reported, which are readily accessible compounds, to give a diverse array of fluorinated isocoumarins. The present reaction proceeds smoothly using inexpensive reagents: a catalytic amount of indium salt in the presence of zinc salt. A theoretical calculation of potential energy profiles showed that the reaction consists of oxymetalation with the elimination of alkyl halide and the β-fluorine elimination. |
| تدمد: | 1521-3765 0947-6539 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::75163e735e94376d8b236176b4af48f5 https://doi.org/10.1002/chem.202101570 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....75163e735e94376d8b236176b4af48f5 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213765 09476539 |
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